5-Geranyloxy-7-methoxycoumarin

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  • Identifiers

    CAS number
    7380-39-4

    Molecular formula
    C20H24O4

    SMILES
    CC(=CCC/C(=C/COC1=CC(=CC2=C1C=CC(=O)O2)OC)/C)C

    Safety labels

  • Odor profile

    Fragrance
    Floral 59.36%
    Fruity 57.94%
    Sweet 47.9%
    Spicy 34.8%
    Woody 32.28%
    Rose 32.03%
    Fresh 31.53%
    Balsamic 31.4%
    Powdery 30.53%
    Citrus 28.29%

     

    Flavor
    Bitter 43.83%
    Herbal 29.9%
    Spice 25.59%
    Woody 24.75%
    Balsam 24.61%
    Spicy 23.62%
    Warm 20.59%
    Parsley 20.48%
    Floral 20.13%
    Lovage 20.08%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    5.2

    pKa est.
    8.79 (weak base)

    Molecular weight
    328.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    457°C

    Melting point expt.

    • 86 - 87 °C

    Flash point

    • 182.48 ˚C est.

  • Synonyms

    • 5-Geranoxy-7-methoxycoumarin
    • 5-geranyloxy-7-methoxycoumarin
    • 5-(Geranyloxy)-7-methoxycoumarin
    • Herniarin, 5-(geranyloxy)-
    • 5-(Geranyloxy)-Herniarin
    • 5-{[(2E)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-7-methoxy-2H-chromen-2-one
    • Coumarin, 5-((3,7-dimethyl-2,6-octadienyl)oxy)-7-methoxy-, (E)
    • 2H-1-Benzopyran-2-one, 5-((3,7-dimethyl-2,6-octadienyl)oxy)-7-methoxy-, (E)-
    • 5-(((2E)-3,7-dimethylocta-2,6-dien-1-yl)oxy)-7-methoxy-2H-chromen-2-one
    • RefChem:102693
    • QWPLVRCHBYSUDX-CXUHLZMHSA-N
    • 7380-39-4
    • 7-Methoxy-5-geranoxycoumarin
    • 5-[(2E)-3,7-dimethylocta-2,6-dienoxy]-7-methoxychromen-2-one
    • MFCD00210506
    • (E)-5-((3,7-Dimethylocta-2,6-dien-1-yl)oxy)-7-methoxy-2H-chromen-2-one
    • 39A7K6NN3W
    • 5-((3,7-Dimethyl-2,6-octadienyl)oxy)-7-methoxycoumarin
    • UNII-39A7K6NN3W
    • orb1297131
    • SCHEMBL1714204
    • CHEMBL4176013
    • SCHEMBL31135288
    • CHEBI:174428
    • DTXSID001045382
    • HY-N8431
    • AKOS027381401
    • EBC-616499
    • DA-70203
    • TS-10136
    • XG163780
    • CS-0144151
    • ST50331498
    • Q13461252
    • 5-((2E)-3,7-dimethylocta-2,6-dienyloxy)-7-methoxychromen-2-one
    • 5-[(2E)-3,7-dimethylocta-2,6-dienoxy]-7-methoxy-chromen-2-one
    • Coumarin, 5-[(3,7-dimethyl-2,6-octadienyl)oxy]-7-methoxy-, (E)-
    • 2H-1-Benzopyran-2-one, 5-[(3,7-dimethyl-2,6-octadien-1-yl)oxy]-7-methoxy-
    • 2H-1-Benzopyran-2-one, 5-[[(2E)-3,7-dimethyl-2,6-octadien-1-yl]oxy]-7-methoxy-
    • 5-[(3,7-Dimethyl-2,6-octadien-1-yl)oxy]-7-methoxy-2H-1-benzopyran-2-one
    • 5-[[(2E)-3,7-Dimethyl-2,6-octadien-1-yl]oxy]-7-methoxy-2H-1-benzopyran-2-one
    • 7380-39-4

  • Applications

    5-Geranyloxy-7-methoxycoumarin (CAS 7380-39-4) is used primarily as a fragrance ingredient in perfumery and cosmetics, contributing citrus-woody notes from the geranyl substituent; it is also evaluated as an aroma component in household products such as air fresheners and surface cleaners, and can serve as an intermediate in industrial manufacturing for the synthesis of other coumarin derivatives used in coatings and inks.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 45.17
    methanol 38.33
    isopropanol 35.1
    water 0.01
    ethyl acetate 70.36
    n-propanol 50.37
    acetone 114.47
    n-butanol 39.7
    acetonitrile 48.61
    DMF 151.81
    toluene 59.74
    isobutanol 40.06
    1,4-dioxane 194.9
    methyl acetate 90.27
    THF 399.26
    2-butanone 125.16
    n-pentanol 39.69
    sec-butanol 42.53
    n-hexane 1.24
    ethylene glycol 6.53
    NMP 150.63
    cyclohexane 3.71
    DMSO 273.84
    n-butyl acetate 39.56
    n-octanol 9.87
    chloroform 407.3
    n-propyl acetate 51.64
    acetic acid 98.34
    dichloromethane 410.1
    cyclohexanone 148.31
    propylene glycol 21.96
    isopropyl acetate 37.65
    DMAc 298.39
    2-ethoxyethanol 108.21
    isopentanol 37.8
    n-heptane 1.06
    ethyl formate 37.24
    1,2-dichloroethane 232.31
    n-hexanol 23.65
    2-methoxyethanol 148.86
    isobutyl acetate 39.01
    tetrachloromethane 15.31
    n-pentyl acetate 28.6
    transcutol 403.03
    n-heptanol 12.46
    ethylbenzene 18.58
    MIBK 39.61
    2-propoxyethanol 89.06
    tert-butanol 44.08
    MTBE 43.2
    2-butoxyethanol 48.45
    propionic acid 53.71
    o-xylene 22.81
    formic acid 19.98
    diethyl ether 47.77
    m-xylene 25.35
    p-xylene 29.31
    chlorobenzene 68.04
    dimethyl carbonate 36.26
    n-octane 0.49
    formamide 40.5
    cyclopentanone 176.37
    2-pentanone 65.73
    anisole 57.74
    cyclopentyl methyl ether 94.48
    gamma-butyrolactone 154.99
    1-methoxy-2-propanol 101.72
    pyridine 182.49
    3-pentanone 64.15
    furfural 135.53
    n-dodecane 0.56
    diethylene glycol 56.24
    diisopropyl ether 8.34
    tert-amyl alcohol 42.58
    acetylacetone 90.41
    n-hexadecane 0.68
    acetophenone 58.2
    methyl propionate 71.03
    isopentyl acetate 42.84
    trichloroethylene 429.99
    n-nonanol 11.45
    cyclohexanol 51.33
    benzyl alcohol 60.76
    2-ethylhexanol 16.49
    isooctanol 11.99
    dipropyl ether 21.45
    1,2-dichlorobenzene 55.34
    ethyl lactate 28.11
    propylene carbonate 66.14
    n-methylformamide 50.65
    2-pentanol 22.47
    n-pentane 0.95
    1-propoxy-2-propanol 56.57
    1-methoxy-2-propyl acetate 62.4
    2-(2-methoxypropoxy) propanol 71.36
    mesitylene 10.85
    ε-caprolactone 111.58
    p-cymene 10.36
    epichlorohydrin 354.97
    1,1,1-trichloroethane 100.47
    2-aminoethanol 26.53
    morpholine-4-carbaldehyde 175.71
    sulfolane 192.17
    2,2,4-trimethylpentane 1.2
    2-methyltetrahydrofuran 181.41
    n-hexyl acetate 34.85
    isooctane 0.66
    2-(2-butoxyethoxy)ethanol 94.16
    sec-butyl acetate 35.86
    tert-butyl acetate 40.58
    decalin 2.22
    glycerin 34.41
    diglyme 199.77
    acrylic acid 50.45
    isopropyl myristate 14.03
    n-butyric acid 67.43
    acetyl acetate 45.45
    di(2-ethylhexyl) phthalate 22.24
    ethyl propionate 40.24
    nitromethane 150.86
    1,2-diethoxyethane 88.4
    benzonitrile 51.92
    trioctyl phosphate 10.77
    1-bromopropane 74.54
    gamma-valerolactone 230.87
    n-decanol 8.38
    triethyl phosphate 23.25
    4-methyl-2-pentanol 14.01
    propionitrile 43.44
    vinylene carbonate 64.75
    1,1,2-trichlorotrifluoroethane 178.47
    DMS 48.65
    cumene 12.23
    2-octanol 7.14
    2-hexanone 57.41
    octyl acetate 18.6
    limonene 13.53
    1,2-dimethoxyethane 155.25
    ethyl orthosilicate 23.6
    tributyl phosphate 16.0
    diacetone alcohol 59.03
    N,N-dimethylaniline 37.44
    acrylonitrile 53.82
    aniline 81.75
    1,3-propanediol 51.92
    bromobenzene 67.55
    dibromomethane 196.99
    1,1,2,2-tetrachloroethane 329.11
    2-methyl-cyclohexyl acetate 39.9
    tetrabutyl urea 23.59
    diisobutyl methanol 9.95
    2-phenylethanol 46.77
    styrene 25.4
    dioctyl adipate 30.66
    dimethyl sulfate 54.62
    ethyl butyrate 33.27
    methyl lactate 36.96
    butyl lactate 29.12
    diethyl carbonate 26.37
    propanediol butyl ether 42.34
    triethyl orthoformate 32.75
    p-tert-butyltoluene 8.87
    methyl 4-tert-butylbenzoate 43.17
    morpholine 287.36
    tert-butylamine 18.28
    n-dodecanol 6.25
    dimethoxymethane 125.78
    ethylene carbonate 54.47
    cyrene 67.92
    2-ethoxyethyl acetate 65.87
    2-ethylhexyl acetate 34.04
    1,2,4-trichlorobenzene 81.77
    4-methylpyridine 137.79
    dibutyl ether 17.84
    2,6-dimethyl-4-heptanol 9.95
    DEF 79.89
    dimethyl isosorbide 117.01
    tetrachloroethylene 147.95
    eugenol 48.1
    triacetin 55.52
    span 80 47.93
    1,4-butanediol 19.32
    1,1-dichloroethane 147.99
    2-methyl-1-pentanol 41.38
    methyl formate 40.73
    2-methyl-1-butanol 39.81
    n-decane 0.95
    butyronitrile 41.23
    3,7-dimethyl-1-octanol 13.72
    1-chlorooctane 6.74
    1-chlorotetradecane 2.76
    n-nonane 0.72
    undecane 0.7
    tert-butylcyclohexane 1.76
    cyclooctane 0.86
    cyclopentanol 59.33
    tetrahydropyran 170.23
    tert-amyl methyl ether 31.91
    2,5,8-trioxanonane 134.72
    1-hexene 9.63
    2-isopropoxyethanol 71.46
    2,2,2-trifluoroethanol 24.45
    methyl butyrate 55.3

    Scent© AI

1 4

IFRA standard 51

Recommendation
No restriction
Maximum acceptable concentrations in the finished product (%)
Category 1
Products applied to the lips
 No restriction Category 7A
Rinse-off products applied to the hair with some hand contact
 No restriction
Category 2
Products applied to the axillae
 No restriction Category 7B
Leave-on products applied to the hair with some hand contact
 No restriction
Category 3
Products applied to the face/body using fingertips
 No restriction Category 8
Products with significant anogenital exposure
 No restriction
Category 4
Products related to fine fragrance
 No restriction Category 9
Products with body and hand exposure, primarily rinse off
 No restriction
Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
 No restriction Category 10A
Household care products with mostly hand contact
 No restriction
Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
 No restriction Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
 No restriction
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
 No restriction Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
 No restriction
Category 5D
Baby Creams, baby Oils and baby talc
 No restriction Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
 No restriction
Category 6
Products with oral and lip exposure
 No restriction Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
 No restriction